134458-64-3

Upstream product

• 219586-43-3 2-<(4S,5R)-4-benzyl-3-tert-butoxycarbonyl-2,2-dimethyl-1,3-oxazolidin-5-yl>-1,3-thiazole 
• 63-91-2 L-phenylalanine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 203806-58-0 Acetic acid [(2S,3R)-1-(4-methoxy-phenyl)-4-oxo-3-triisopropylsilanyloxy-azetidin-2-yl]-phenyl-methyl ester 
• 203806-60-4 (2R,3S)-3-tert-Butoxycarbonylamino-4-phenyl-2-triisopropylsilanyloxy-butyric acid methyl ester 
• 203806-57-9 (2S,3R)-2-Benzyl-4-oxo-3-triisopropylsilanyloxy-azetidine-1-carboxylic acid tert-butyl ester 
• 203806-59-1 (3R,4S)-4-Benzyl-1-(4-methoxy-phenyl)-3-triisopropylsilanyloxy-azetidin-2-one 
• 219586-42-2 2-<2(S)-(tert-Butoxyformamido)-1-hydroxy-3-phenylpropyl>thiazole 
• 174510-91-9 (4S,5S)-2,2-dimethyl-3-(tert-butoxycarbonyl)-4-benzyl-5-(1-ethynyl)-1,3-oxazolidine 
• 99113-28-7 (3S,4S)-5-[(tert-butoxycarbonyl)amino]-3-hydroxy-5-phenyl-1-pentene 
• 66605-57-0 (S)-N-tert-butoxycarbonyl-2-amino-3-phenylpropanol 
• 72155-45-4 Boc-L-phenylalaninal 
• 3182-95-4 L-Phenylalaninol 
• 742109-00-8 ethyl (2R,3S)-3-acetylamino-2-hydroxy-4-phenylbutanoate 

Downstream Products

• 187818-05-9 C₂₅H₃₂N₂O₄ 
• 187818-05-9 (Z)-N-<(4S,5R)-4-benzyl-3-tert-butoxycarbonyl-2,2-dimethyl-5-methylenyl-1,3-oxazolidinyl>benzylamine N-oxide 
• 134458-74-5 (2R,3R,4R,5S)-2-Benzyl-3,4-dihydroxy-5-{(S)-3-(1H-imidazol-4-yl)-2-[2-(naphthalen-1-yloxy)-acetylamino]-propionylamino}-6-phenyl-hexanoic acid {(1S,2S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butyl}-amide 
• 134458-71-2 3(R)-<3-(tert-butyloxycarbonyl)-4(S)-phenylmethyl-2,2-dimethyl-5(R)-oxazolidinyl>-3-hydroxy-2(R)-(phenylmethyl)propanoic acid 
• 187818-06-0 (2R,3R,4S)-2-N-benzylhydroxylamine-4-tert-butoxycarbonylamino-1,5-diphenyl-4N,3O-isopropylidene-3-pentanol 
• 187818-07-1 (2S,3R,4S)-2-N-benzylhydroxylamine-4-tert-butoxycarbonylamino-1,5-diphenyl-4N,3O-isopropylidene-3-pentanol 
• 187818-09-3 (4S,5S)-5-((S)-1-Amino-2-phenyl-ethyl)-4-benzyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 187818-08-2 (4S,5S)-5-((R)-1-Amino-2-phenyl-ethyl)-4-benzyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 129822-17-9 (2S,4S)-2,4-diamino-1,5-diphenyl-3-hydroxypentane 
• 310441-21-5 (4S,5S)-4-Benzyl-5-[((S)-1-methoxycarbonyl-2-phenyl-ethylamino)-methyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 310441-20-4 (4S,5S)-4-Benzyl-5-[((S)-1-methoxycarbonyl-3-methylsulfanyl-propylamino)-methyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 

Relevant academic research and scientific papers

Application of the asymmetric aminohydroxylation reaction for the syntheses of HIV-protease inhibitor, hydroxyethylene dipeptide isostere and γ-amino acid derivative

An enantioselective synthesis of lactone 1, a precursor to the (2R,4S,5S) hydroxyethylene dipeptide isostere and amino acid AHPPA 2 has been accomplished from the common intermediate 5 employing Sharpless asymmetric aminohydroxylation as the key step.

A Stereoselective Route to Hydroxyethylamine Dipeptide Isosteres

An efficient synthesis of stereodefined hydroxyethylamine dipeptide isosteres has been developed, utilizing a syn-selective Grignard addition and reductive amination as the key reactions.

New approaches to the asymmetric synthesis of dipeptide isosteres via β-Lactam Synthon Method

New and efficient synthetic routes to dipeptide isosteres with high enantiomeric purity, e.g., hydroxyethylene, dihydroxyethylene and hydroxyethylamine isosteres, have been developed via oxiranes 6 and formyloxazolines 13 derived from N-t-Boc-β-lactams 4.

Grignard addition to aldonitrones. Stereochemical aspects and application to the synthesis of C2-symmetric diamino alcohols and diamino diols

A new example of the stereoselective installation of the amino group at a saturated carbon center via organometallic addition of chiral aldehydes to nitrones is illustrated by the synthesis of 1,3-diamino propanol 1 and 1,4- diamino butandiol 2 units. Three diamino alcohol 1 stereotriads were obtained by stereoselective addition of alkylmagnesium halides (benzyl, cyclohexylmethyl, and metallyl) to the N-benzyl nitrones derived from β- amino-α-hydroxy aldehydes followed by reduction of the resulting N- benzylhydroxylamines. Three 1,4-dibenzyl substituted stereoisomers of type 2 with fixed S configuration at C2 and C3 were prepared by sequential and simultaneous amination in two directions starting from L-threose nitrone and L-tartraldehyde bis-nitrone, respectively. The R,S,S,R isomer obtained by the former route was converted into a seven-membered ring cyclic urea (1,3- diazapin-2-one), i.e., a compound that belongs to a class of nonpeptide HIV- 1 protease inhibitors.